Chappaqua Vacation Rentals

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Browse Select Chappaqua Vacation Homes

Our top choices for Chappaqua vacation homes

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

8.0 out of 10, Very good, (16)
"Great place great location"
The price is CA $131
CA $187 total
includes taxes & fees
Aug 27 - Aug 28
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is CA $406
CA $865 total
includes taxes & fees
Sep 3 - Sep 4
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is CA $238
CA $446 total
includes taxes & fees
Sep 4 - Sep 5
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Sleek Escape: Modern 3 BR- 4 Min from West Point !

10.0 out of 10, Exceptional, (1)
"Looked like this property was recently renovated. Very clean and nice. "
The price is CA $254
CA $683 total
includes taxes & fees
Sep 15 - Sep 16
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

10.0 out of 10, Exceptional, (1)
"I chose this apartment for its location primarily and it was a hit. Since we were traveling and staying for two weeks with a toddler and a new baby I was looking for it to also have an outdoor space, and it was wonderful as seen in the pictures. For personal reasons I had to change my dates a few days before my booking was coming up, the hosts had no problem to accommodate my needs. During our stay, we even had the opportunity to meet the neighbor next door and visit her garden. The neighborhood...
The price is CA $236
CA $447 total
includes taxes & fees
Sep 8 - Sep 9
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (4)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is CA $294
CA $498 total
includes taxes & fees
Sep 10 - Sep 11
Lovely 3BR Home with parking-Walk to WP Gate!

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is CA $243
CA $487 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
The price is CA $833
CA $1,070 total
includes taxes & fees
Aug 23 - Aug 24
3BR Prime Luxury near NYC w Arcade Room

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

The price is CA $200
CA $281 total
includes taxes & fees
Aug 25 - Aug 26
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

45 Minutes from NYC, Entire House near Stamford Downtown,

10.0 out of 10, Exceptional, (13)
"Ana has thought of everything! The home was stocked with everything we needed. It made our stay amazing!"
The price is CA $388
CA $700 total
includes taxes & fees
Aug 26 - Aug 27
45 Minutes from NYC, Entire House near Stamford Downtown,

Harriman Outdoor Center - Mountain Laurel Cabin

The price is CA $258
CA $294 total
includes taxes & fees
Sep 3 - Sep 4
Harriman Outdoor Center - Mountain Laurel Cabin

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is CA $377
CA $774 total
includes taxes & fees
Aug 25 - Aug 26
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

10.0 out of 10, Exceptional, (2)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
The price is CA $257
CA $516 total
includes taxes & fees
Sep 1 - Sep 2
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Live the luxury lifestyle 2 bedroom 2 bathrooms Pool, private massage downtown

2.0 star property
The price is CA $317
CA $411 total
includes taxes & fees
Sep 8 - Sep 9
Live the luxury lifestyle 2 bedroom 2 bathrooms Pool, private massage downtown

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (26)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is CA $313
CA $587 total
includes taxes & fees
Aug 31 - Sep 1
Contemporary Cozy Cottage

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
9.6 out of 10, Exceptional, (5)
"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "
The price is CA $624
CA $1,135 total
includes taxes & fees
Aug 26 - Aug 27
West Point Family Retreat, 5 min walk to Thayer!

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

9.6 out of 10, Exceptional, (10)
"Great spot, wonderful host. Would recommend to anyone!"
The price is CA $313
CA $594 total
includes taxes & fees
Aug 28 - Aug 29
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

House on the Babbling Brook- Quiet 2BR + King Bed!

The price is CA $269
CA $649 total
includes taxes & fees
Sep 15 - Sep 16
House on the Babbling Brook- Quiet 2BR + King Bed!

Cheerful Home in Yonkers NY

7.6 out of 10, Good, (4)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
The price is CA $348
CA $809 total
includes taxes & fees
Aug 31 - Sep 1
Cheerful Home in Yonkers NY

Harriman Outdoor Center - Cranberry Cabin

The price is CA $322
CA $367 total
includes taxes & fees
Sep 3 - Sep 4
Harriman Outdoor Center - Cranberry Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chappaqua Hotel Reviews